Vacation–Connections.com Direct-from-Owner Hawaii Vacation Listings

Making your Hawaii dreams come true, one great rental at a time.

Loading listings...
Click on a listing to request a reservation. We feature listings in Hawaii, California, and Nevada.
Dates Available (mm/dd/yy) Property Size/
Occupancy
Location Price (USD)
10/10/26 – 10/17/26 Hilton Hawaiian Village -Grand Islander 2BR/6 Oahu $2,799
10/23/26 – 10/30/26 Hilton Waikoloa Beach Resort - Kings Land 1BR/4 Big Island $1,799
10/24/26 – 10/31/26 Hilton Waikoloa Beach Resort - Kings Land 1BR/4 Big Island $1,399
11/08/26 – 11/15/26 Waikiki Marina Resort at ILIKAI Studio/4 Oahu $999
11/21/26 – 11/28/26 Kona Hawaiian Resort 2BR/6 Big Island $1,599
11/28/26 – 12/05/26 Hilton Waikoloa Beach Resort - Kings Land 2BR/6 Big Island $2,799
12/04/26 – 12/11/26 Holua Resort at Mauna Loa Village 1BR/4 Big Island $1,899
12/13/26 – 12/20/26 Hilton Waikoloa Beach Resort - Kings Land 1BR/4 Big Island $2,099
12/19/26 – 12/26/26 Sweetwater at Alii Kai 2BR/6 Kauai $1,799
12/19/26 – 12/26/26 Waikiki Banyan by Sweetwater 1BR/4 Oahu $1,899
12/25/26 – 01/01/27 Wyndham Ka Eo Kai 2BR/6 ⓘ Kauai $1,999
12/26/26 – 01/02/27 Waikiki Banyan by Hawaiian Holidays 1BR/4 Oahu $1,799
12/26/26 – 01/02/27 Waikiki Banyan by Sweetwater 1BR/4 Oahu $1,899
12/26/26 – 01/02/27 Lawai Beach Resort (Poipu) 1BR/4 Kauai $1,899
12/27/26 – 01/03/27 Maui Schooner 1BR/4 Maui $1,799
12/31/26 – 01/07/27 Wyndham Bali Hai Villas 2BR/6 ⓘ Kauai $1,999
12/31/26 – 01/07/27 Wyndham Ka Eo Kai Studio/2 Kauai $1,299